 In 2015 Wilson became owner and operator of the Portland Pickles, a team in the Great West League.The Pickles had 16 sellouts and played to 99% of capacity at Portland's Walker Stadium in their inaugural 2016 season.Following the season, Wilson divested himself of his ownership interest in the team and served full-time as the commissioner of the Great West League, until it ceased operating following the 2018 season.